Sodium Bicarbonate → HCID 70982085、化合物

HRID 62701

反応式

HRID 62701 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](B2OC(C)(C)C(C)(C)O2)=[CH:6][C:5]=1[NH:19][C:20]([N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)=[O:21])([O-:3])=[O:2].C(=O)(O)[O-].[Na+].Br[C:33]1[CH:38]=[N:37][CH:36]=[CH:35][N:34]=1>[Pd]>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:33]2[CH:38]=[N:37][CH:36]=[CH:35][N:34]=2)=[CH:6][C:5]=1[NH:19][C:20]([N:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1)=[O:21])([O-:3])=[O:2]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 6428002-BromopyrazineHCID 70982655N-(2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1-carboxamide

生成物 1

HCID 70982085HCID 70982085、化合物収率 70%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

To a solution of N-(2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1-carboxamide (0.20 g, 0.55 mmol) was added at room temperature sodium bicarbonate (0.09 g, 0.80 mmol, 1.45 equiv.), 2-bromopyrazine (0.14 g, 0.89 mmol, 1.6 equiv.) and palladium (0.07 g, 0.06 mmol, 0.1 equiv). The reaction was refluexed for fourteen hours. The crude reaction was filtered and concentrated. The residue was diluted into water and washed with ethyl acetate, the concentrated. The obtained was purified through column chromatography by eluting ethyl acetate and hexane to allow N-(2-nitro-5-(pyrazin-2-yl)phenyl)pyrrolidine-1-carboxamide (0.12 g, 70% yield).

後処理

  1. waitThe reaction was refluexed for fourteen hours
  2. customThe crude reaction
  3. filtrationwas filtered
  4. concentrationconcentrated
  5. additionThe residue was diluted into water
  6. washwashed with ethyl acetate
  7. customThe obtained was purified through column chromatography
  8. washby eluting ethyl acetate and hexane

出典と根拠

ORDレコード
ord-9e73964e60ae40439e7e6d594dce469e
出典データセット
uspto-grants-2016_09
特許番号
US09447030B2

関連ノート

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